# List of Scottish football transfers 2008–09

This is a list of Scottish football transfers for the 2008–09 season. Only moves featuring at least one 2008–09 Scottish Premier League club or one 2008–09 Scottish First Division club are listed.

## May 2008 – December 2008

| Date | Name | Moving from | Moving to | Fee |
| 1 May 2008 | Ryan Baldacchino | Gretna | Altona Magic | Free |
| 1 May 2008 | Gavin Swankie | Dundee | St Johnstone | Free |
| 1 May 2008 | Chris Millar | Greenock Morton | St Johnstone | Free |
| 6 May 2008 | Collin Samuel | Toronto | St Johnstone | Free |
| 6 May 2008 | Scott Morrison | Dunfermline Athletic | Ross County | Free |
| 6 May 2008 | Richie Hart | Inverness Caledonian Thistle | Ross County | Free |
| 6 May 2008 | Steven Craig | Livingston | Ross County | Free |
| 7 May 2008 | Sean Murdoch | Dunfermline Athletic | Hamilton | Free |
| 7 May 2008 | Mickaël Antoine-Curier | Hibernian | Dundee | Free |
| 7 May 2008 | Sean Anderson | Dundee | East Stirlingshire | Free |
| 7 May 2008 | Colin Cramb | Stirling Albion | East Stirlingshire | Free |
| 9 May 2008 | Paul Paton | Queen's Park | Partick Thistle | Free |
| 13 May 2008 | Jackie McNamara | Aberdeen | Falkirk | Free |
| 13 May 2008 | Dermot McCaffrey | Hibernian | Falkirk | Free |
| 13 May 2008 | Ian Maxwell | St Mirren | Partick Thistle | Free |
| 14 May 2008 | Lee Bullen | Sheffield Wednesday | Falkirk | Free |
| 14 May 2008 | Neil McCann | Heart of Midlothian | Falkirk | Free |
| 14 May 2008 | Allan Russell | Airdrie United | Kilmarnock | Free |
| 14 May 2008 | Stewart Kean | St Mirren | Queen of the South | Free |
| 14 May 2008 | Laurie Ellis | Stirling Albion | Raith Rovers | Free |
| 14 May 2008 | Colin Stewart | Livingston | Greenock Morton | Free |
| 15 May 2008 | Euan McLean | Dundee United | St Johnstone | Free |
| 19 May 2008 | Austin McCann | Notts County | Dunfermline Athletic | Free |
| 19 May 2008 | Steven Bell | Stirling Albion | Dunfermline Athletic | Free |
| 19 May 2008 | Graeme Holmes | Airdrie United | Dunfermline Athletic | Free |
| 19 May 2008 | Stuart Kettlewell | Queen's Park | Clyde | Free |
| 20 May 2008 | Mark Gilhaney | Hamilton Academical | Dundee | Free |
| 21 May 2008 | Pedro Moutinho | Falkirk | Maritimo | Free |
| 21 May 2008 | Greg Fleming | Gretna | Oldham Athletic | Free |
| 21 May 2008 | David McGurn | Greenock Morton | Raith Rovers | Free |
| 21 May 2008 | Gary O'Connor | Berwick Rangers | Raith Rovers | Free |
| 21 May 2008 | Bryan Prunty | Airdrie United | Ayr United | Free |
| 21 May 2008 | Dean Keenan | Greenock Morton | Ayr United | Free |
| 25 May 2008 | Steven Masterton | Clyde | Greenock Morton | Free |
| 27 May 2008 | Darren Young | Dunfermline Athletic | Dundee | Free |
| 27 May 2008 | Steven Robb | Dundee United | St Mirren | Free |
| 28 May 2008 | Bertrand Bossu | Walsall | Aberdeen | Free |
| 28 May 2008 | Sammy Stewart | Glenavon | Aberdeen | Free |
| 28 May 2008 | John O'Neill | Queen of the South | Stirling Albion | Free |
| 29 May 2008 | Filip Šebo | Rangers | Valenciennes | £1,000,000 |
| 30 May 2008 | Roman Bednář | Heart of Midlothian | West Bromwich Albion | £2,300,000 |
| 2 June 2008 | Guillaume Beuzelin | Hibernian | Coventry City | Free |
| 2 June 2008 | Ricky Waddell | Airdrie United | Clyde | Free |
| 2 June 2008 | Alan Trouten | Queen's Park | Clyde | Free |
| 3 June 2008 | Scott Robertson | Dundee | Dundee United | Free |
| 3 June 2008 | Erik Schultz-Eklund | Gretna | Falkirk | Free |
| 4 June 2008 | Allan McManus | St Johnstone | Greenock Morton | Undisclosed |
| 5 June 2008 | Richard Brittain | St Mirren | Ross County | Free |
| 5 June 2008 | Goran Stanić | St Johnstone | East Fife | Free |
| 5 June 2008 | Robert Campbell | Queen of the South | East Fife | Free |
| 6 June 2008 | Gavin Skelton | Gretna | Kilmarnock | Free |
| 7 June 2008 | Dyron Daal | Fuenlabrada | Ross County | Free |
| 9 June 2008 | Andy Webster | Wigan Athletic | Rangers | Undisclosed |
| 10 June 2008 | Ibrahim Tall | Heart of Midlothian | Nantes | Free |
| 10 June 2008 | David Worrell | Dundee | Montrose | Free |
| 11 June 2008 | Mark Burchill | Dunfermline Athletic | Rotherham United | Free |
| 12 June 2008 | Abdul Osman | Gretna | Northampton Town | Free |
| 13 June 2008 | Kenny Miller | Derby County | Rangers | £2,000,000 |
| 13 June 2008 | Iain Campbell | Kilmarnock | Alloa Athletic | Free |
| 13 June 2008 | Allan Walker | Livingston | Raith Rovers | Free |
| 13 June 2008 | Martin Grehan | Motherwell | Stirling Albion | Free |
| 16 June 2008 | Andrius Velička | Viking | Rangers | £1,000,000 |
| 17 June 2008 | Michael McGovern | Celtic | Dundee United | Free |
| 17 June 2008 | Andis Shala | Mannheim | Dundee United | Free |
| 19 June 2008 | Kyle Lafferty | Burnley | Rangers | £3,500,000 |
| 19 June 2008 | Paddy McCourt | Derry City | Celtic | £100,000 |
| 20 June 2008 | Franco Miranda | C.A.I. | St Mirren | Loan |
| 23 June 2008 | Paul Dixon | Dundee | Dundee United | Undisclosed |
| 24 June 2008 | Kevin McDonald | Dundee | Burnley | £500,000 |
| 24 June 2008 | Andrew Barrowman | Ross County | Inverness Caledonian Thistle | Free |
| 24 June 2008 | Ryan McCann | Queen of the South | Morecambe | Free |
| 24 June 2008 | Stevie Murray | Partick Thistle | Dumbarton | Free |
| 25 June 2008 | Paul di Giacomo | Kilmarnock | Airdrie United | Free |
| 25 June 2008 | Stephen Grindlay | Queen of the South | Ayr United | Free |
| 26 June 2008 | Christian Kalvenes | Dundee United | Burnley | Free |
| 26 June 2008 | Craig Barr | Gretna | Queen of the South | Free |
| 27 June 2008 | Graham Bayne | Inverness Caledonian Thistle | Dunfermline Athletic | £30,000 |
| 27 June 2008 | Jimmy Gibson | Clyde | East Stirlingshire | Free |
| 27 June 2008 | Jean-José Cuenca | Angoulême | Livingston | Undisclosed |
| 27 June 2008 | Adam Coakley | Greenock Morton | Queen's Park | Free |
| 28 June 2008 | Ross McCormack | Motherwell | Cardiff City | £100,000 |
| 30 June 2008 | Burton O'Brien | Sheffield Wednesday | Falkirk | Free |
| 30 June 2008 | Barry Nicholson | Aberdeen | Preston North End | Free |
| 30 June 2008 | Adam Virgo | Celtic | Brighton & Hove Albion | Free |
| 1 July 2008 | Liam Craig | Falkirk | St Johnstone | £25,000 |
| 1 July 2008 | Mark Corcoran | St Mirren | Hamilton Academical | Free |
| 1 July 2008 | Derek Lyle | Dundee | Hamilton Academical | Free |
| 1 July 2008 | Gary McDonald | Oldham Athletic | Aberdeen | Free |
| 1 July 2008 | Jack Ross | Falkirk | St Mirren | Free |
| 1 July 2008 | Eric Paton | Queen of the South | Dundee | Free |
| 1 July 2008 | Tom Brighton | Millwall | St Mirren | Free |
| 1 July 2008 | David van Zanten | St Mirren | Hibernian | Free |
| 1 July 2008 | Dennis Wyness | Inverness Caledonian Thistle | St Mirren | Free |
| 1 July 2008 | Marc McCusker | Heart of Midlothian | Clyde | Free |
| 1 July 2008 | Lionel Djebi-Zadi | SC Verl | Inverness Caledonian Thistle | Free |
| 1 July 2008 | Diarmuid O'Carroll | Celtic | Morecambe | Free |
| 1 July 2008 | Thomas Buffel | Rangers | Cercle Brugge | Free |
| 1 July 2008 | Craig McKeown | Clyde | Dundee | Free |
| 1 July 2008 | Davie Ross | Aberdeen | Peterhead | Free |
| 1 July 2008 | Neil McVitie | Aberdeen | Peterhead | Free |
| 1 July 2008 | Martin Skinner | Aberdeen | Peterhead | Free |
| 2 July 2008 | Willo Flood | Cardiff City | Dundee United | Loan |
| 2 July 2008 | Anthony McParland | Wycombe Wanderers | Livingston | Undisclosed |
| 4 July 2008 | Kenny Milne | Falkirk | Scunthorpe United | Free |
| 4 July 2008 | Karim Touzani | Aberdeen | Sparta Rotterdam | Free |
| 4 July 2008 | Ashley Young | Bury | Falkirk | Free |
| 4 July 2008 | José Gonçalves | Heart of Midlothian | Nürnberg | Loan |
| 6 July 2008 | Andy Lawrie | St Johnstone | Stirling Albion | Free |
| 7 July 2008 | Warren Feeney | Cardiff City | Dundee United | Loan |
| 7 July 2008 | Mark Kerr | Dundee United | Aberdeen | Free |
| 7 July 2008 | Derek Holmes | Rotherham United | St Johnstone | Free |
| 8 July 2008 | Jon Newby | Morecambe | Greenock Morton | Free |
| 8 July 2008 | Dean McDonald | Inverness Caledonian Thistle | Rushden & Diamonds | Free |
| 8 July 2008 | Robert Malcolm | Unattached | Motherwell | Free |
| 11 July 2008 | Francisco Sandaza | Valencia Mestalla | Dundee United | Free |
| 11 July 2008 | Jamie Adams | Kilmarnock | Queen of the South | Loan |
| 11 July 2008 | Paul Cairney | Queen's Park | Partick Thistle | Undisclosed |
| 11 July 2008 | Paul Cairney | Partick Thistle | Queen's Park | Loan |
| 11 July 2008 | Calum Reidford | Rangers | Dunfermline Athletic | Free |
| 13 July 2008 | Bryn Halliwell | Hamilton Academical | Queen of the South | Free |
| 13 July 2008 | Joe Cardle | Port Vale | Airdrie United | Free |
| 13 July 2008 | Eddie Mearns | Heart of Midlothian | Dundee | Free |
| 13 July 2008 | Raffaele De Vita | Blackburn Rovers | Livingston | Free |
| 13 July 2008 | Jason Talbot | Port Vale | Livingston | Free |
| 13 July 2008 | Giordano Vanin | Parma | Livingston | Free |
| 15 July 2008 | Georgios Samaras | Manchester City | Celtic | £1,200,000 |
| 15 July 2008 | Matty Hughes | Rochdale | Celtic | Undisclosed |
| 15 July 2008 | Charlie Mulgrew | Wolverhampton Wanderers | Aberdeen | Undisclosed |
| 15 July 2008 | Chris Innes | Unattached | Livingston | Free |
| 15 July 2008 | Jeroen van den Broeck | Rangers | AGOVV Apeldoorn | Free |
| 17 July 2008 | Ryan Esson | Hereford United | Inverness Caledonian Thistle | Free |
| 17 July 2008 | Scott McLaughlin | Greenock Morton | Airdrie United | Free |
| 17 July 2008 | Brian Graham | Greenock Morton | East Stirlingshire | Loan |
| 19 July 2008 | Bobby Barr | St Johnstone | Albion Rovers | Free |
| 20 July 2008 | Jim Lauchlan | Queen of the South | Dundee | Free |
| 20 July 2008 | David Nixon | Motherwell | Airdrie United | Free |
| 20 July 2008 | Jamie Stevenson | Greenock Morton | Alloa Athletic | Loan |
| 21 July 2008 | Giordano Vanin | Livingston | Parma | Free |
| 21 July 2008 | Craig Gunn | Ross County | Peterhead | Loan |
| 21 July 2008 | Daniel Moore | Ross County | Peterhead | Loan |
| 22 July 2008 | Lucas Akins | Huddersfield Town | Hamilton Academical | Free |
| 22 July 2008 | Michael McGowan | Clyde | Queen of the South | Free |
| 22 July 2008 | Gary Arbuckle | Clyde | Queen of the South | Free |
| 23 July 2008 | Noel Hunt | Dundee United | Reading | £600,000 |
| 23 July 2008 | Matthew Hazley | Stoke City | Airdrie United | Free |
| 23 July 2008 | Michael Ohnesorge | Elversberg | Clyde | Free |
| 23 July 2008 | Stephen Crawford | Dunfermline Athletic | East Fife | Free |
| 23 July 2008 | Gary Twigg | Hamilton Academical | Brechin City | Free |
| 23 July 2008 | David Murray | St Mirren | Queen's Park | Free |
| 23 July 2008 | Simon Lynch | Queensland Roar | Airdrie United | Free |
| 23 July 2008 | Darren Brady | Ross County | Forfar Athletic | Free |
| 25 July 2008 | Kevin Smith | Dundee United | Raith Rovers | Loan |
| 25 July 2008 | Damon Gray | Hibernian | Partick Thistle | Loan |
| 25 July 2008 | Stephen McGuire | Motherwell | Airdrie United | Free |
| 25 July 2008 | Scott Gemmill | Berwick Rangers | Clyde | Free |
| 25 July 2008 | Michael White | Dundee | Dumbarton | Free |
| 26 July 2008 | Peter McMahon | Falkirk | Berwick Rangers | Free |
| 26 July 2008 | Mark Lunn | Livingston | Berwick Rangers | Free |
| 26 July 2008 | Cammy Bell | Kilmarnock | Queen of the South | Loan |
| 27 July 2008 | John Kennedy | Celtic | Norwich City | Loan |
| 28 July 2008 | Conor Sammon | Derry City | Kilmarnock | Undisclosed |
| 29 July 2008 | Steven Thicot | Nantes | Hibernian | Free |
| 29 July 2008 | Joe Keenan | Melbourne Victory | Hibernian | Free |
| 29 July 2008 | Phil Cave | Gateshead | Livingston | Free |
| 31 July 2008 | Madjid Bougherra | Charlton Athletic | Rangers | £2,500,000 |
| 31 July 2008 | Marius Niculae | Inverness Caledonian Thistle | Dinamo Bucharest | £400,000 |
| 1 August 2008 | Andy Kirk | Yeovil Town | Dunfermline Athletic | Undisclosed |
| 2 August 2008 | Colin Cameron | Milton Keynes Dons | Dundee | Free |
| 2 August 2008 | Rab Douglas | Leicester City | Dundee | Free |
| 4 August 2008 | Tonet | CE L'Hospitalet | St Mirren | Free |
| 6 August 2008 | Dominic Shimmin | Unattached | Greenock Morton | Free |
| 6 August 2008 | David Obua | Kaizer Chiefs | Heart of Midlothian | Free |
| 6 August 2008 | Steve Lovell | Aberdeen | Falkirk | Free |
| 7 August 2008 | Brian Carrigan | Linlithgow Rose | Hamilton Academical | £17,500 |
| 7 August 2008 | Manuel Pascali | Parma | Kilmarnock | Undisclosed |
| 7 August 2008 | Chris Pozniak | Chivas USA | Dundee | Undisclosed |
| 7 August 2008 | Rocco Quinn | Celtic | Livingston | Loan |
| 8 August 2008 | Tommy Wright | Darlington | Aberdeen | £75,000 |
| 8 August 2008 | James O'Brien | Celtic | Motherwell | Undisclosed |
| 8 August 2008 | Gunnar Nielsen | Blackburn Rovers | Motherwell | Loan |
| 8 August 2008 | Fabián Yantorno | Unattached | Hibernian | Free |
| 8 August 2008 | Abdessalam Benjelloun | Hibernian | Charleroi | Loan |
| 8 August 2008 | Roy O'Donovan | Sunderland | Dundee United | Loan |
| 8 August 2008 | Michael Brown | Macarthur Rams | Airdrie United | Free |
| 10 August 2008 | Darren Williams | Unattached | Dundee | Free |
| 10 August 2008 | Marc Crosas | Barcelona | Celtic | £415,000 |
| 11 August 2008 | Mike Tullberg | Reggina | Heart of Midlothian | Loan |
| 11 August 2008 | Joël Thomas | Unattached | Hamilton Academical | Free |
| 12 August 2008 | Steve Pinau | Genoa | Hibernian | Loan |
| 12 August 2008 | Carlos Cuéllar | Rangers | Aston Villa | £7,800,000 |
| 13 August 2008 | Donovan Simmonds | Coventry City | Kilmarnock | Loan |
| 13 August 2008 | Sebastian Sorsa | Leeds United | Hamilton Academical | Undisclosed |
| 13 August 2008 | Aarón Ñíguez | Valencia | Rangers | Loan |
| 14 August 2008 | Scott Cuthbert | Celtic | St Mirren | Loan |
| 14 August 2008 | Scott Flinders | Crystal Palace | Falkirk | Loan |
| 14 August 2008 | Marian Kello | Kaunas | Heart of Midlothian | Undisclosed |
| 15 August 2008 | Pedro Mendes | Portsmouth | Rangers | £3,000,000 |
| 15 August 2008 | Adam Rooney | Stoke City | Inverness Caledonian Thistle | £50,000 |
| 15 August 2008 | Guy Kerr | Inverness Caledonian Thistle | Elgin City | Loan |
| 15 August 2008 | Craig Campbell | Inverness Caledonian Thistle | Elgin City | Loan |
| 15 August 2008 | Kevin Bradley | Clyde | Montrose | Free |
| 16 August 2008 | Steven Lennon | Rangers | Partick Thistle | Loan |
| 16 August 2008 | Mark Weir | Rangers | Kilmarnock | Loan |
| 16 August 2008 | Glenn Loovens | Cardiff City | Celtic | Undisclosed |
| 17 August 2008 | Maurice Edu | Toronto | Rangers | £2,600,000 |
| 18 August 2008 | Andy Webster | Rangers | Bristol City | Loan |
| 18 August 2008 | Clayton Donaldson | Hibernian | Crewe Alexandra | Undisclosed |
| 19 August 2008 | John Sutton | Wycombe Wanderers | Motherwell | Undisclosed |
| 20 August 2008 | Johnny Russell | Dundee United | Forfar Athletic | Loan |
| 20 August 2008 | Roddy McKenzie | Unattached | Livingston | Free |
| 21 August 2008 | Nick McKoy | Unattached | St Johnstone | Free |
| 21 August 2008 | Evander Sno | Celtic | Ajax | Undisclosed |
| 21 August 2008 | Steven Davis | Fulham | Rangers | £3,000,000 |
| 22 August 2008 | Shaun Maloney | Aston Villa | Celtic | £2,500,000 |
| 22 August 2008 | Steven Weir | Livingston | Arbroath | Free |
| 22 August 2008 | Simon Wiles | Blackpool | Dunfermline Athletic | Free |
| 25 August 2008 | János Balogh | Debreceni | Heart of Midlothian | Loan |
| 26 August 2008 | Alan Morgan | Kilmarnock | St Johnstone | Loan |
| 26 August 2008 | Calum Elliot | Heart of Midlothian | Livingston | Loan |
| 27 August 2008 | David Weatherston | St Johnstone | Queen of the South | Undisclosed |
| 27 August 2008 | Tom Parratt | Hamilton Academical | Queen of the South | Undisclosed |
| 28 August 2008 | John Gibson | Dundee United | Forfar Athletic | Loan |
| 28 August 2008 | Adrian Mrowiec | Kaunas | Heart of Midlothian | Undisclosed |
| 28 August 2008 | Jared Hodgkiss | West Bromwich Albion | Aberdeen | Loan |
| 28 August 2008 | Dean Furman | Rangers | Bradford City | Loan |
| 29 August 2008 | Stephen Ettien | Unattached | Hamilton Academical | Free |
| 29 August 2008 | Michael Videira | Unattached | Hamilton Academical | Free |
| 29 August 2008 | Chris Casement | Ipswich Town | Hamilton Academical | Loan |
| 30 August 2008 | Sean Fleming | Dundee United | Peterhead | Loan |
| 1 September 2008 | Sol Bamba | Dunfermline Athletic | Hibernian | Undisclosed |
| 1 September 2008 | Sone Aluko | Birmingham City | Aberdeen | Undisclosed |
| 1 September 2008 | Jon Newby | Greenock Morton | Burton Albion | Loan |
| 1 September 2008 | Paul McLeod | Hamilton Academical | Dumbarton | Free |
| 1 September 2008 | Derek Riordan | Celtic | Hibernian | Undisclosed |
| 1 September 2008 | Scott Gallacher | Rangers | Cowdenbeath | Loan |
| 1 September 2008 | John Armstrong | Heart of Midlothian | Cowdenbeath | Loan |
| 1 September 2008 | Martin Canning | Hibernian | Hamilton Academical | Free |
| 1 September 2008 | Craig Sives | Heart of Midlothian | Queen of the South | Loan |
| 1 September 2008 | Alan Lowing | Rangers | Clyde | Loan |
| 1 September 2008 | Paul Emslie | Rangers | Clyde | Loan |
| 1 September 2008 | Derek Soutar | Unattached | Ross County | Free |
| 1 September 2008 | Dene Shields | Ross County | East Fife | Loan |
| 1 September 2008 | Maroš Klimpl | Midtjylland | Motherwell | Loan |
| 1 September 2008 | Alan Gow | Rangers | Blackpool | Loan |
| 1 September 2008 | Daniel Cousin | Rangers | Hull City | Undisclosed |
| 5 September 2008 | Chris Smith | Rangers | Greenock Morton | Free |
| 5 September 2008 | Stephen Simmons | Dunfermline Athletic | Queen of the South | Free |
| 6 September 2008 | Scott Murray | Unattached | Partick Thistle | Free |
| 12 September 2008 | Jamie Barclay | Falkirk | East Stirlingshire | Loan |
| 12 September 2008 | Kevin Watt | Airdrie United | Albion Rovers | Loan |
| 14 September 2008 | Greg Ross | Dunfermline Athletic | Cowdenbeath | Loan |
| 17 September 2008 | Ricky Little | Partick Thistle | Queen's Park | Loan |
| 18 September 2008 | Sean Lynch | Unattached | Falkirk | Free |
| 18 September 2008 | Craig Molloy | St Mirren | Stirling Albion | Loan |
| 20 September 2008 | David Armstrong | Heart of Midlothian | Raith Rovers | Loan |
| 20 September 2008 | Ross Campbell | Hibernian | Dunfermline Athletic | Loan |
| 23 September 2008 | Michael Paton | Aberdeen | Brechin City | Loan |
| 2 October 2008 | Lee Robinson | Rangers | St Johnstone | Loan |
| 17 October 2008 | James Grady | Hamilton Academical | Greenock Morton | Loan |
| 17 October 2008 | David McGowan | Clyde | Arbroath | Loan |
| 30 October 2008 | Alan Lithgow | Unattached | Clyde | Free |
| 7 November 2008 | Greg Kelly | Montrose | St Johnstone | Loan |
| 15 November 2008 | Scott Gibb | Falkirk | Stirling Albion | Loan |
| 19 November 2008 | Andrew Shinnie | Rangers | Dundee | Loan |
| 23 November 2008 | Stuart Smith | Aberdeen | Peterhead | Loan |
| 28 November 2008 | John Hillcoat | Unattached | St Johnstone | Free |
| 7 December 2008 | Steven Kinniburgh | Rangers | Queen of the South | Loan |
| 12 December 2008 | Rory Loy | Rangers | Dunfermline Athletic | Loan |
| 16 December 2008 | Niall McGinn | Derry City | Celtic | Undisclosed |
| 23 December 2008 | Milan Mišůn | Příbram | Celtic | Undisclosed |
| 26 December 2008 | Paul Hanlon | Hibernian | St Johnstone | Loan |
| 30 December 2008 | Lee Robinson | Rangers | Queen of the South | Loan |
| 30 December 2008 | Barry Wilson | Inverness Caledonian Thistle | Queen of the South | Free |
| 30 December 2008 | Steven Thomson | Brighton & Hove Albion | St Mirren | Undisclosed |
| 31 December 2008 | Tony Stevenson | Hamilton Academical | Clyde | Loan |
| 31 December 2008 | Craig O'Reilly | East Fife | Clyde | Free |
| 31 December 2008 | Graham Gartland | Drogheda United | St Johnstone | Free |

## January 2009 – April 2009

| Date | Name | Moving from | Moving to | Fee |
| 1 January 2009 | Jean-Claude Darcheville | Rangers | Valenciennes | Free |
| 1 January 2009 | John Stewart | Falkirk | Ross County | Undisclosed |
| 1 January 2009 | Jonatan Johansson | Malmö | Hibernian | Free |
| 2 January 2009 | Gregorz Szamotulski | Ashdod | Hibernian | Free |
| 2 January 2009 | Artur Krysiak | Birmingham City | Motherwell | Loan |
| 2 January 2009 | Keith Watson | Dundee United | Forfar Athletic | Loan |
| 2 January 2009 | James Grady | Hamilton Academical | Greenock Morton | Free |
| 3 January 2009 | Kieran McAnespie | Greenock Morton | Dumbarton | Loan |
| 6 January 2009 | Ryan McCord | Dundee United | Stirling Albion | Loan |
| 6 January 2009 | Sean Fleming | Dundee United | Albion Rovers | Loan |
| 7 January 2009 | Paul McGowan | Celtic | Hamilton Academical | Loan |
| 7 January 2009 | Jordan McMillan | Rangers | Hamilton Academical | Loan |
| 8 January 2009 | Colin Cameron | Dundee | Arbroath | Loan |
| 8 January 2009 | Scott Anson | Kilmarnock | Annan Athletic | Loan |
| 9 January 2009 | Chris Burke | Rangers | Cardiff City | Free |
| 9 January 2009 | Kris Doolan | Auchinleck Talbot | Partick Thistle | Free |
| 9 January 2009 | Martyn Lancaster | Atlanta Silverbacks | Queen of the South | Free |
| 9 January 2009 | Jamie Mole | Heart of Midlothian | Dunfermline Athletic | Loan |
| 9 January 2009 | Thierry Gathuessi | Hibernian | Inverness Caledonian Thistle | Undisclosed |
| 9 January 2009 | Filipe Morais | Hibernian | Inverness Caledonian Thistle | Undisclosed |
| 9 January 2009 | David Cox | Kilmarnock | Elgin City | Free |
| 10 January 2009 | Pavels Mihadjuks | Ventspils | Inverness Caledonian Thistle | Undisclosed |
| 10 January 2009 | Keith Watson | Dundee United | Forfar Athletic | Loan |
| 13 January 2009 | Steven Pressley | Unattached | Falkirk | Free |
| 14 January 2009 | Richie Byrne | Unattached | Inverness Caledonian Thistle | Free |
| 15 January 2009 | Steven Tweed | East Fife | Montrose | Free |
| 16 January 2009 | David Winters | Ross County | Livingston | Free |
| 16 January 2009 | Danny Griffin | Ross County | Livingston | Free |
| 16 January 2009 | Javan Vidal | Manchester City | Aberdeen | Loan |
| 17 January 2009 | Kenny Connolly | Motherwell | Ayr United | Free |
| 17 January 2009 | Stuart Noble | Airdrie United | Alloa Athletic | Loan |
| 19 January 2009 | Kenny Deuchar | Real Salt Lake | Hamilton Academical | Free |
| 20 January 2009 | David Graham | Hamilton Academical | Dunfermline Athletic | Free |
| 21 January 2009 | Tony Bullock | Ross County | Montrose | Free |
| 22 January 2009 | Dani Mallo | Braga | Falkirk | Free |
| 23 January 2009 | Dénes Rósa | Wolverhampton Wanderers | Hibernian | Free |
| 24 January 2009 | Ross Forbes | Motherwell | Dumbarton | Loan |
| 24 January 2009 | Ryan McCann | Morecambe | Queen of the South | Free |
| 24 January 2009 | Gordon Pope | Dundee United | Montrose | Loan |
| 24 January 2009 | Lucas Akins | Hamilton Academical | Partick Thistle | Loan |
| 24 January 2009 | Sebastian Sorsa | Hamilton Academical | HJK Helsinki | Free |
| 25 January 2009 | Grégory Tadé | Stranraer | Clyde | Undisclosed |
| 25 January 2009 | Stephen Connolly | Clyde | Stranraer | Loan |
| 25 January 2009 | Jordan Murch | Clyde | Stranraer | Loan |
| 26 January 2009 | Barry Smith | Dundee | Brechin City | Loan |
| 27 January 2009 | Armand One | TPS | Livingston | Free |
| 28 January 2009 | Jeffrey de Visscher | Aberdeen | SC Cambuur | Undisclosed |
| 29 January 2009 | Kevin Kyle | Coventry City | Kilmarnock | Undisclosed |
| 29 January 2009 | Jamie Stevenson | Greenock Morton | East Stirlingshire | Loan |
| 30 January 2009 | Willo Flood | Cardiff City | Celtic | Undisclosed |
| 30 January 2009 | Richie Foran | Southend United | Inverness Caledonian Thistle | Undisclosed |
| 30 January 2009 | Eric Odhiambo | Leicester City | Inverness Caledonian Thistle | Free |
| 30 January 2009 | Stuart Smith | Aberdeen | Peterhead | Undisclosed |
| 30 January 2009 | James McPake | Livingston | Coventry City | Undisclosed |
| 31 January 2009 | Chris Killen | Celtic | Norwich City | Loan |
| 31 January 2009 | Stephen Ettien | Hamilton Academical | Brechin City | Loan |
| 31 January 2009 | Chris Porter | Motherwell | Derby County | £400,000 |
| 31 January 2009 | John Baird | Montrose | Airdrie United | Undisclosed |
| 1 February 2009 | Mark Roberts | Airdrie United | Partick Thistle | Free |
| 1 February 2009 | Georgios Efrem | Rangers | Dundee | Loan |
| 2 February 2009 | John Sullivan | Bohemians | Hamilton Academical | Undisclosed |
| 2 February 2009 | Padriac Ormsby | Bohemians | Hamilton Academical | Undisclosed |
| 2 February 2009 | Cillian Sheridan | Celtic | Motherwell | Loan |
| 2 February 2009 | Semih Aydilek | Birmingham City | Motherwell | Loan |
| 2 February 2009 | Rocco Quinn | Celtic | Hamilton Academical | Undisclosed |
| 2 February 2009 | Alan Gow | Rangers | Norwich City | Loan |
| 2 February 2009 | Don Cowie | Inverness Caley Thistle | Watford | Undisclosed |
| 2 February 2009 | Paul Caddis | Celtic | Dundee United | Loan |
| 2 February 2009 | Christophe Berra | Heart of Midlothian | Wolverhampton Wanderers | £2,500,000 |
| 2 February 2009 | Charlie Adam | Rangers | Blackpool | Loan |
| 2 February 2009 | Brian Kerr | Unattached | Inverness Caledonian Thistle | Free |
| 2 February 2009 | János Balogh | Debreceni VSC | Heart of Midlothian | £180,000 |
| 2 February 2009 | Filip Twardzik | Hertha Berlin | Celtic | Undisclosed |
| 2 February 2009 | Patrik Twardzik | Hertha Berlin | Celtic | Undisclosed |
| 2 February 2009 | Martyn Corrigan | Kilmarnock | Ross County | Free |
| 3 February 2009 | Johnny Russell | Dundee United | Forfar Athletic | Loan |
| 3 February 2009 | James Wesolowski | Leicester City | Dundee United | Loan |
| 5 February 2009 | Craig Brewster | Unattached | Ross County | Free |
| 12 February 2009 | Mohammed Camara | Derby County | St Mirren | Loan |
| 20 February 2009 | Richie Byrne | Inverness Caledonian Thistle | St Johnstone | Loan |
| 24 February 2009 | Graham Barrett | Falkirk | St Johnstone | Free |
| 24 February 2009 | Graham Carey | Celtic | Bohemians | Loan |
| 24 February 2009 | Greg Cameron | Dundee United | Shamrock Rovers | Loan |
| 7 March 2009 | Kevin James | St Johnstone | Ayr United | Loan |
| 21 March 2009 | Ross Harvey | Rangers | Brechin City | Loan |
| 21 March 2009 | Craig O'Reilly | Clyde | Montrose | Loan |
| 21 March 2009 | Lamine Diatta | Unattached | Hamilton Academical | Free |
| 21 March 2009 | Andreu Ramos Isus | Deportivo Santa Eulalia Ibiza | Hamilton Academical | Free |
| 31 March 2009 | Steven Old | Unattached | Kilmarnock | Free |
| 31 March 2009 | Robbie Winters | Unattached | Clyde | Free |
| 31 March 2009 | Derek Asamoah | Unattached | Hamilton Academical | Free |
| 31 March 2009 | Christy Fagan | Unattached | Hamilton Academical | Free |
| 31 March 2009 | Lamine Diatta | Hamilton Academical | Al-Ahli | Free |